JP5745507B2 - グリシン−n,n−二酢酸の1種以上の誘導体および/またはグルタミン−n,n−二酢酸の1種以上の誘導体を含む粉末ならびにメチルグリシン−n,n−二酢酸三ナトリウム塩粉末の調製方法 - Google Patents
グリシン−n,n−二酢酸の1種以上の誘導体および/またはグルタミン−n,n−二酢酸の1種以上の誘導体を含む粉末ならびにメチルグリシン−n,n−二酢酸三ナトリウム塩粉末の調製方法 Download PDFInfo
- Publication number
- JP5745507B2 JP5745507B2 JP2012511271A JP2012511271A JP5745507B2 JP 5745507 B2 JP5745507 B2 JP 5745507B2 JP 2012511271 A JP2012511271 A JP 2012511271A JP 2012511271 A JP2012511271 A JP 2012511271A JP 5745507 B2 JP5745507 B2 JP 5745507B2
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- JP
- Japan
- Prior art keywords
- diacetic acid
- evaporator
- alkali metal
- range
- glutamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000843 powder Substances 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 25
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 title description 11
- 238000002360 preparation method Methods 0.000 title description 4
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 title description 2
- 239000007787 solid Substances 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 19
- 239000013078 crystal Substances 0.000 claims description 19
- 239000002002 slurry Substances 0.000 claims description 14
- 229910052783 alkali metal Inorganic materials 0.000 claims description 12
- -1 alkyl glycine-N, N-diacetic acid alkali metal salt Chemical class 0.000 claims description 11
- 239000010409 thin film Substances 0.000 claims description 11
- 239000002245 particle Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000000047 product Substances 0.000 description 22
- 238000010438 heat treatment Methods 0.000 description 11
- 238000005303 weighing Methods 0.000 description 9
- 101100345345 Arabidopsis thaliana MGD1 gene Proteins 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- 230000009969 flowable effect Effects 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- OHOTVSOGTVKXEL-UHFFFAOYSA-K trisodium;2-[bis(carboxylatomethyl)amino]propanoate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C(C)N(CC([O-])=O)CC([O-])=O OHOTVSOGTVKXEL-UHFFFAOYSA-K 0.000 description 6
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000004471 Glycine Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 238000001694 spray drying Methods 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 238000010079 rubber tapping Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FUXALCGRSSRCQE-UHFFFAOYSA-N 2-(2,3-dihydro-1-benzofuran-7-yl)ethanamine Chemical compound NCCC1=CC=CC2=C1OCC2 FUXALCGRSSRCQE-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000004683 dihydrates Chemical class 0.000 description 1
- XWASZQFJQUDHCF-UHFFFAOYSA-L disodium;2-(carboxylatomethylamino)propanoate Chemical compound [Na+].[Na+].[O-]C(=O)C(C)NCC([O-])=O XWASZQFJQUDHCF-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- BSRDNMMLQYNQQD-UHFFFAOYSA-N iminodiacetonitrile Chemical compound N#CCNCC#N BSRDNMMLQYNQQD-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
- C07C227/42—Crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02S—GENERATION OF ELECTRIC POWER BY CONVERSION OF INFRARED RADIATION, VISIBLE LIGHT OR ULTRAVIOLET LIGHT, e.g. USING PHOTOVOLTAIC [PV] MODULES
- H02S10/00—PV power plants; Combinations of PV energy systems with other systems for the generation of electric power
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP09160718 | 2009-05-20 | ||
EP09160718.4 | 2009-05-20 | ||
US25390809P | 2009-10-22 | 2009-10-22 | |
US61/253,908 | 2009-10-22 | ||
PCT/EP2010/056856 WO2010133618A1 (de) | 2009-05-20 | 2010-05-19 | Verfahren zur herstellung eines pulvers enthaltend eines oder mehrere derivate der glycin-n,n-diessigsäure und/oder eines oder mehrere derivate der glutamin-n,n-diessigsäure und methylglycin-n,n-diessigsäure-trinatriumsalzpulver |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2012527426A JP2012527426A (ja) | 2012-11-08 |
JP2012527426A5 JP2012527426A5 (da) | 2013-04-11 |
JP5745507B2 true JP5745507B2 (ja) | 2015-07-08 |
Family
ID=43125759
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012511271A Active JP5745507B2 (ja) | 2009-05-20 | 2010-05-19 | グリシン−n,n−二酢酸の1種以上の誘導体および/またはグルタミン−n,n−二酢酸の1種以上の誘導体を含む粉末ならびにメチルグリシン−n,n−二酢酸三ナトリウム塩粉末の調製方法 |
Country Status (12)
Country | Link |
---|---|
US (2) | US8628684B2 (da) |
EP (1) | EP2432759B9 (da) |
JP (1) | JP5745507B2 (da) |
KR (1) | KR20120023116A (da) |
BR (1) | BRPI1010933A2 (da) |
CA (1) | CA2762507C (da) |
DK (1) | DK2432759T3 (da) |
ES (1) | ES2396957T3 (da) |
MX (1) | MX2011011599A (da) |
PL (1) | PL2432759T3 (da) |
SG (1) | SG175760A1 (da) |
WO (1) | WO2010133618A1 (da) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009038951A1 (de) * | 2009-08-26 | 2011-03-03 | Inprotec Ag | Verfahren zur Herstellung eines kristallinen Feststoffes aus Glycin-N,N-diessigsäure-Derivaten mit hinreichend geringer Hygroskopizität |
MX2013012811A (es) | 2011-05-03 | 2014-02-10 | Basf Se | Procedimiento para preparar una sal trialcalinometalica cristalina de l-mgda. |
US9227915B2 (en) * | 2011-05-03 | 2016-01-05 | Basf Se | Process for the preparation of a crystalline L-MGDA trialkali metal salt |
GB2491619B (en) * | 2011-06-09 | 2014-10-01 | Pq Silicas Bv | Builder granules and process for their preparation |
US9815773B2 (en) | 2012-12-14 | 2017-11-14 | Akzo Nobel Chemicals International B.V. | Crystalline particles of glutamic acid N,N-diacetic acid |
US9738594B2 (en) | 2012-12-14 | 2017-08-22 | Akzo Nobel Chemicals International B.V. | Crystalline particles of salts of glutamic acid N,N-diacetic acid |
CN106458851B (zh) * | 2014-05-13 | 2019-01-11 | 阿克苏诺贝尔化学品国际有限公司 | 将螯合剂结晶的方法 |
US10975334B2 (en) | 2015-12-11 | 2021-04-13 | Basf Se | Process for manufacturing granules |
CA3006791A1 (en) * | 2015-12-17 | 2017-06-22 | Basf Se | Process for making a crystalline alkali metal salt of a complexing agent, and crystalline complexing agent |
BR112019017127A2 (pt) | 2017-02-24 | 2020-04-14 | Basf Se | processo para produção de sal de metal alcalino de diacetato de metilglicina sólido, partículas sólidas de sal de metal alcalino de diacetato de metilglici-na, e, uso de partículas sólidas |
CN110869345B (zh) * | 2017-07-07 | 2021-04-30 | 诺力昂化学品国际有限公司 | 甲基甘氨酸-n,n-二乙酸钠化合物,其制备方法及其用途 |
CN110891930B (zh) * | 2017-07-07 | 2021-09-03 | 诺力昂化学品国际有限公司 | 制备氨基酸二乙酸的固体组合物的方法 |
CN113382980A (zh) | 2018-12-21 | 2021-09-10 | 诺力昂化学品国际有限公司 | 甲基甘氨酸n,n-二乙酸的易碎相组合物 |
US20230391713A1 (en) | 2020-06-19 | 2023-12-07 | Nouryon Chemicals International B.V. | Process to prepare a co granule of methylglycine n,n diacetic acid salts employing a crumbly phase composition of methylglycine n,n diacetic acid salts |
CN116323551A (zh) * | 2020-12-17 | 2023-06-23 | 巴斯夫欧洲公司 | 制备氨基羧酸盐络合剂的固体碱金属盐的方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3932316A (en) | 1974-11-13 | 1976-01-13 | The Procter & Gamble Company | Free flowing detergent compositions containing benzoate salts |
DE3829829A1 (de) * | 1988-09-02 | 1990-03-22 | Basf Ag | Verfahren zur herstellung des trinatriumsalzes von isoserin-n,n-diessigsaeure |
JP3035837B2 (ja) * | 1991-06-06 | 2000-04-24 | 株式会社林原生物化学研究所 | 粉末糖質とその製造方法並びに用途 |
DE4319935A1 (de) | 1993-06-16 | 1994-12-22 | Basf Ag | Verwendung von Glycin-N,N-diessigsäure-Derivaten als Komplexbildner für Erdalkali- und Schwermetallionen |
DE19546533C2 (de) * | 1995-12-13 | 2000-04-27 | Degussa | Verfahren zur Herstellung von N-Acetyl-D,L-alpha-aminocarbonsäuren |
DE19649681A1 (de) * | 1996-11-29 | 1998-06-04 | Basf Ag | Verfahren zur Herstellung eines kristallinen Feststoffes aus Glycin-N,N-diessigsäure-Derivaten mit hinreichend geringer Hygroskopizität |
EP2185280A1 (de) | 2007-08-24 | 2010-05-19 | Basf Se | Katalysator sowie verfahren zu seiner herstellung und verwendung |
-
2010
- 2010-05-19 WO PCT/EP2010/056856 patent/WO2010133618A1/de active Application Filing
- 2010-05-19 EP EP10723028.6A patent/EP2432759B9/de active Active
- 2010-05-19 JP JP2012511271A patent/JP5745507B2/ja active Active
- 2010-05-19 PL PL10723028T patent/PL2432759T3/pl unknown
- 2010-05-19 ES ES10723028T patent/ES2396957T3/es active Active
- 2010-05-19 CA CA2762507A patent/CA2762507C/en active Active
- 2010-05-19 US US13/318,513 patent/US8628684B2/en active Active
- 2010-05-19 SG SG2011077179A patent/SG175760A1/en unknown
- 2010-05-19 DK DK10723028.6T patent/DK2432759T3/da active
- 2010-05-19 KR KR1020117030485A patent/KR20120023116A/ko not_active Application Discontinuation
- 2010-05-19 BR BRPI1010933A patent/BRPI1010933A2/pt not_active IP Right Cessation
- 2010-05-19 MX MX2011011599A patent/MX2011011599A/es active IP Right Grant
-
2013
- 2013-11-26 US US14/090,285 patent/US20140155646A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
SG175760A1 (en) | 2011-12-29 |
US20140155646A1 (en) | 2014-06-05 |
US8628684B2 (en) | 2014-01-14 |
WO2010133618A1 (de) | 2010-11-25 |
EP2432759A1 (de) | 2012-03-28 |
JP2012527426A (ja) | 2012-11-08 |
PL2432759T3 (pl) | 2013-05-31 |
EP2432759B9 (de) | 2014-04-16 |
CA2762507C (en) | 2018-08-21 |
US20120046491A1 (en) | 2012-02-23 |
KR20120023116A (ko) | 2012-03-12 |
BRPI1010933A2 (pt) | 2016-04-05 |
MX2011011599A (es) | 2011-11-18 |
CA2762507A1 (en) | 2010-11-25 |
EP2432759B1 (de) | 2012-12-12 |
ES2396957T3 (es) | 2013-03-01 |
DK2432759T3 (da) | 2013-03-04 |
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